Johann huismann



Patented Mar. 21, 1933 IWZAM TOE-ANN HUISMAN N AND HUGO SCHWEITZ RHINE, GERMANY, ASSIGNORS, BY ME WORKS, INC., 01 NEW YORK, N. Y.

ER, OF WIESDORF NEAR COLOGNE-ON-IHE- SNE ASSIGNMENTS, TO GENERAL ANILINE RESERVING OF ANIMAL FIBERS No Drawing. Application filed March 26, 1930, Serial No. 439,216, and in Germany March 30, 1929.

The present invention relates to the reserving of animal fibers such as wool or silk and the like in mixed textile fabrics with Vegetable fibers such as cotton against the taking up of substantive dyestuffs.

In the process the reserve effect is produced by adding to the dye-bath a water soluble aryl-sulfonic or aryl-carboxylic-acidamide or derivative or substitution product thereof, in which the hydrogen atoms of the amino groups are replaced wholly or in part by alkyl-, arylor aralkyl groups and which cannot be coupled with diazo compounds. The incorporation of the reserving agents with animal fibers in mixed textile fabrics with vegetable fibers can be performed from their neutral or weakly acid or alkaline aqueous solutions, advantageously in the manner of a dyeing process. In this latter case, especially for the production of multicolor efiects in mixed textile fabrics, containing for instance wool and cotton or silk and cotton and the like, it will be possible to combine the reserving process with a dyeing process, the wool or silk being in all these cases protected against the taking up of substantive dyestuffs to a far reaching extent.

The following examples illustrate our invention without limiting it thereto Example 1.Half wool is first dyed at the boil for one hour in a dyeing-bath, charged with 3% of sulfuric acid, 10% of sodium sulfate and 1% of Orange II (Colour Index, first edition 1924, page 35, No. 151), all calculated on the weight of the material. The material is well rinsedand then introduced into a dye-bath, in which are dissolved in the customary proportions 2% of brilliant benzo blue 6 B (Colour Index, first edition 1924,

page 134, No. 518), 30% of sodium sulfate and 3% of the sodium salt of bis-(1.2-dichlorobenzene-lsulfonyl) -benzidine m.m disulfonic acid. The dyeing operation proceeds for one hour at 50 C., after which the material is rinsed and dried, when it is found that on dyeing the cotton with the substantive blue dyestufi" the orange shade of the wool fibers in the mixed fabric has retained its purity unchanged. The bis-(1.2-dichlorobenzene-,l-sulfonyl) -benzidine m.m disulfonic acid of the formula SOaH OaH 1 and 4% of formic acid, then rinsed and finally dyed with a direct black, for instance, direct black RW extra (Colour Index, first edition 1924, page 151, No. 582) in the presence of 30% of sodium sulfate. The dyestufi' exclusively goes on the cotton and the silk remains in a pure white state.

The bi s (1.2 dichlorobenzene 4 sulfonyl- 3'-aminobenzene 1-sulfonyl 3"-aminobenzene-1-sulfonyl) -benzidine-m.m-disulfonic acid used in this example can be obtained by causing m-nitrobenzene-sulfochloride to 1nteract with benzidine-m.m-disulfonic acid, reducing the condensation product thus obtained to the corresponding diamino com pound, furthermore by causing this compound to interact with m-nitrobenzene-sulfochloride, then reducing the reaction product thus produced and finally by condensing the his (3 aminobenzene 1 sulfonyl 3 aminobenzene 1'sulfonyl) -benzidine-m.m-disul fonic acid with 1.2 dichlorobenzene-4-sulfochloride.

In a similar manner wool or silk or the like can be reserved to a far reaching extent by means of other Water soluble substituted amide derivatives of aryl-sulronic acid or aryl-carboxylic acid, for instance,

3-sulfonic acidbenzoyl-3-amino-benzene- 1'-sulfonylbenzylamine,

1 .2-diohlorobenzene-4-sulfonyl-3 -arnino benzene 1 -sulfonyl- 3 aminobenzene 1 sulfonyl-1-aminobenzene-3-sulfonic acid,

1.2-dichlorobenzene-4-sulfonyl-3-aminobenzene 1 -sulfonyl 3 aminobenzene l sulfonyl-3 -aminobenzene-1 -sulfonyl-1"- aminobenzene-3-sulfonic acid,

Bis-(2.4-dichlorobenzoyl)-l.3-phenylenediamine-4-sulfonic acid,

Bis- (2.4-diohlorobenzoyl)-2 .4 -toluylenediamine-6-sulfonic acid,

Bis- (3-chloro-4-toluene-l -sulfonyl)-benzidine-m.m-disulfonic acid,

Bis (1.2.3 triohlorobenzene 4 -sulfonyl) benzidine-m.m-disulfonic acid,

Bis 3 chlorophenoxyacetyl) -benzidine m.m-disulfonic acid,

Bis (1.2 dichlorobenzene -4 sulfonyl 3 aminobenzene- 1 -sulfonyl) benzidine-m.m disulfonic acid,

Bis- (naphthalene-1-sulfonyl-3-aminobenzene 1 -sulfonyl) -benzidine-m.m disulfonic acid,

Bis- (naphthalene-2 -sulfonyl-3 -aminobenzene 1 -sulfonyl) -benzid ine -m.m disulfonic acid,

Bis (1.2 dichlorobenzene 4 sulfonyl 4 amino 1 chlorobenzene 2 sulfonyl) benzidine-m.m-disulfom'c acid,

Bis (1.2 -'dichlorobenzene 4 sulfonyl 3 aminobenzene-l -sulfonyl)-diamino-stilbenedisulfonic acid,

Bis- (benzenesulfonyl-3 -aminobenzene-1 sulfonyl)-4 -4-diamino-diphenylether-2"- sulfonic acid,

Bis- (benzenesulfonyl-3 -aminobenzene-1 sulfonyl)-1 .5 -naphthylenediamine-3 .7 disulfonic acid,

Bis (1.2 dichlorobenzene 4 sulfonyl 4 amino-1 -chlorobenzene-2 -sulfonyl)-2 .4 toluylene-diamine-S"-sulfonic acid,

Bis (1.2 dichlorobenzene 4 sulfonyl 3 aminobenzene-l -sulfonyl-3 -aminobenzene- 1 sulfonyl) diaminostilbenedisulfonic acid,

Bis- (3 -chlorophenoxyacetyl-3 -aminobenzene- 1 -sulfonyl) benzidine-m.m disulfonic acid,

' Bis- (3 -sulfonic acid-benzoyl-3- aminobenzene-1 '-sulfonyl)-ethylene-diamide,

Bis (3 -sulfonic acid -benzoyl) -2'.2 dichlorobenzidine, and many others.

We claim:

1. Process for reserving animal fibers in mixed textile fabrics with vegetable fibers which comprises applying to the fibers a water soluble aryl-sulfonic or aryl-carboxylic acid amide in which at least one hydrogen atom of the amino group is replaced by a substituent of the group consisting of alkyl, aryl and aralkyl and which cannot be coupled with diazo compounds.

2. Process for reserving animal fibers in mixed textile fabrics with vegetable fibers which comprises treating the fibers in a dyeing-bath to which has been added a water soluble aryl-sulfonic or aryl-carboxylic acid amide in which at least one hydrogen atom of the amino group is replaced by a substituent of the group consisting of alkyl, aryl and aralkyl and which cannot be coupled with diazo compounds.

3. Process for reserving wool which comprises dyeing half wool in a dyeing-bath containing about 3% of the sodium salt of bis- (1.2 dichlorobenzene-4-sulfonyl) -bP11I4ldlI19 m.n1a-disuifonic acid of the probabl" ormu. a

SOaH

4. Animal fibers in mixed textile fabrics with vegetable fibers having incorporated therewith a water soluble aryl-sulfonicor aryl-carboxylic acid-amide in which at least one hydrogen atom of the amino group is replaced by a substituent of the group consisting of alkyl, aryl and aralkyl and which cannot be coupled with diazo compounds.

5. Half-wool having incorporated about 3% of the sodium salt of bis-(1.2-dichlorobenzene 4. sulfonyl) -benzidine-m.m' -disu1- ionic acid of the probable formula 01 5 OIOSOLNHGQNELSOQQOI In testimony whereof, We afiix our signatures.

J OHANN HUISMANN. HUGO SCHWEITZER 

